diff --git a/src/vs/workbench/contrib/terminalContrib/chat/browser/terminalChat.ts b/src/vs/workbench/contrib/terminalContrib/chat/browser/terminalChat.ts
index 6a8b0b8854c..4b3de0e684f 100644
--- a/src/vs/workbench/contrib/terminalContrib/chat/browser/terminalChat.ts
+++ b/src/vs/workbench/contrib/terminalContrib/chat/browser/terminalChat.ts
@@ -19,7 +19,9 @@ export const enum TerminalChatCommandId {
 	FeedbackUnhelpful = 'workbench.action.terminal.chat.feedbackUnhelpful',
 	FeedbackReportIssue = 'workbench.action.terminal.chat.feedbackReportIssue',
 	RunCommand = 'workbench.action.terminal.chat.runCommand',
+	RunFirstCommand = 'workbench.action.terminal.chat.runFirstCommand',
 	InsertCommand = 'workbench.action.terminal.chat.insertCommand',
+	InsertFirstCommand = 'workbench.action.terminal.chat.insertFirstCommand',
 	ViewInChat = 'workbench.action.terminal.chat.viewInChat',
 	PreviousFromHistory = 'workbench.action.terminal.chat.previousFromHistory',
 	NextFromHistory = 'workbench.action.terminal.chat.nextFromHistory',
@@ -39,6 +41,7 @@ export const enum TerminalChatContextKeyStrings {
 	ChatAgentRegistered = 'terminalChatAgentRegistered',
 	ChatResponseEditorFocused = 'terminalChatResponseEditorFocused',
 	ChatResponseContainsCodeBlock = 'terminalChatResponseContainsCodeBlock',
+	ChatResponseContainsMultipleCodeBlocks = 'terminalChatResponseContainsMultipleCodeBlocks',
 	ChatResponseSupportsIssueReporting = 'terminalChatResponseSupportsIssueReporting',
 	ChatSessionResponseVote = 'terminalChatSessionResponseVote',
 }
@@ -64,6 +67,9 @@ export namespace TerminalChatContextKeys {
 	/** The type of chat response, if any */
 	export const responseContainsCodeBlock = new RawContextKey<boolean>(TerminalChatContextKeyStrings.ChatResponseContainsCodeBlock, false, localize('chatResponseContainsCodeBlockContextKey', "Whether the chat response contains a code block."));
 
+	/** The type of chat response, if any */
+	export const responseContainsMultipleCodeBlocks = new RawContextKey<boolean>(TerminalChatContextKeyStrings.ChatResponseContainsMultipleCodeBlocks, false, localize('chatResponseContainsMultipleCodeBlocksContextKey', "Whether the chat response contains multiple code blocks."));
+
 	/** Whether the response supports issue reporting */
 	export const responseSupportsIssueReporting = new RawContextKey<boolean>(TerminalChatContextKeyStrings.ChatResponseSupportsIssueReporting, false, localize('chatResponseSupportsIssueReportingContextKey', "Whether the response supports issue reporting"));
 
diff --git a/src/vs/workbench/contrib/terminalContrib/chat/browser/terminalChatActions.ts b/src/vs/workbench/contrib/terminalContrib/chat/browser/terminalChatActions.ts
index 9ce75d222dc..7f1869b6525 100644
--- a/src/vs/workbench/contrib/terminalContrib/chat/browser/terminalChatActions.ts
+++ b/src/vs/workbench/contrib/terminalContrib/chat/browser/terminalChatActions.ts
@@ -156,7 +156,8 @@ registerActiveXtermAction({
 		ContextKeyExpr.or(TerminalContextKeys.processSupported, TerminalContextKeys.terminalHasBeenCreated),
 		TerminalChatContextKeys.requestActive.negate(),
 		TerminalChatContextKeys.agentRegistered,
-		TerminalChatContextKeys.responseContainsCodeBlock
+		TerminalChatContextKeys.responseContainsCodeBlock,
+		TerminalChatContextKeys.responseContainsMultipleCodeBlocks.negate()
 	),
 	icon: Codicon.play,
 	keybinding: {
@@ -168,7 +169,39 @@ registerActiveXtermAction({
 		id: MENU_TERMINAL_CHAT_WIDGET_STATUS,
 		group: '0_main',
 		order: 0,
-		when: ContextKeyExpr.and(TerminalChatContextKeys.responseContainsCodeBlock, TerminalChatContextKeys.requestActive.negate())
+		when: ContextKeyExpr.and(TerminalChatContextKeys.responseContainsCodeBlock, TerminalChatContextKeys.responseContainsMultipleCodeBlocks.negate(), TerminalChatContextKeys.requestActive.negate())
+	},
+	run: (_xterm, _accessor, activeInstance) => {
+		if (isDetachedTerminalInstance(activeInstance)) {
+			return;
+		}
+		const contr = TerminalChatController.activeChatWidget || TerminalChatController.get(activeInstance);
+		contr?.acceptCommand(true);
+	}
+});
+
+registerActiveXtermAction({
+	id: TerminalChatCommandId.RunFirstCommand,
+	title: localize2('runFirstCommand', 'Run First Chat Command'),
+	shortTitle: localize2('runFirst', 'Run First'),
+	precondition: ContextKeyExpr.and(
+		ContextKeyExpr.has(`config.${TerminalSettingId.ExperimentalInlineChat}`),
+		ContextKeyExpr.or(TerminalContextKeys.processSupported, TerminalContextKeys.terminalHasBeenCreated),
+		TerminalChatContextKeys.requestActive.negate(),
+		TerminalChatContextKeys.agentRegistered,
+		TerminalChatContextKeys.responseContainsMultipleCodeBlocks
+	),
+	icon: Codicon.play,
+	keybinding: {
+		when: TerminalChatContextKeys.requestActive.negate(),
+		weight: KeybindingWeight.WorkbenchContrib,
+		primary: KeyMod.CtrlCmd | KeyCode.Enter,
+	},
+	menu: {
+		id: MENU_TERMINAL_CHAT_WIDGET_STATUS,
+		group: '0_main',
+		order: 0,
+		when: ContextKeyExpr.and(TerminalChatContextKeys.responseContainsMultipleCodeBlocks, TerminalChatContextKeys.requestActive.negate())
 	},
 	run: (_xterm, _accessor, activeInstance) => {
 		if (isDetachedTerminalInstance(activeInstance)) {
@@ -188,7 +221,8 @@ registerActiveXtermAction({
 		ContextKeyExpr.or(TerminalContextKeys.processSupported, TerminalContextKeys.terminalHasBeenCreated),
 		TerminalChatContextKeys.requestActive.negate(),
 		TerminalChatContextKeys.agentRegistered,
-		TerminalChatContextKeys.responseContainsCodeBlock
+		TerminalChatContextKeys.responseContainsCodeBlock,
+		TerminalChatContextKeys.responseContainsMultipleCodeBlocks.negate()
 	),
 	keybinding: {
 		when: TerminalChatContextKeys.requestActive.negate(),
@@ -199,7 +233,38 @@ registerActiveXtermAction({
 		id: MENU_TERMINAL_CHAT_WIDGET_STATUS,
 		group: '0_main',
 		order: 1,
-		when: ContextKeyExpr.and(TerminalChatContextKeys.responseContainsCodeBlock, TerminalChatContextKeys.requestActive.negate())
+		when: ContextKeyExpr.and(TerminalChatContextKeys.responseContainsCodeBlock, TerminalChatContextKeys.responseContainsMultipleCodeBlocks.negate(), TerminalChatContextKeys.requestActive.negate())
+	},
+	run: (_xterm, _accessor, activeInstance) => {
+		if (isDetachedTerminalInstance(activeInstance)) {
+			return;
+		}
+		const contr = TerminalChatController.activeChatWidget || TerminalChatController.get(activeInstance);
+		contr?.acceptCommand(false);
+	}
+});
+
+registerActiveXtermAction({
+	id: TerminalChatCommandId.InsertFirstCommand,
+	title: localize2('insertFirstCommand', 'Insert First Chat Command'),
+	shortTitle: localize2('insertFirst', 'Insert First'),
+	precondition: ContextKeyExpr.and(
+		ContextKeyExpr.has(`config.${TerminalSettingId.ExperimentalInlineChat}`),
+		ContextKeyExpr.or(TerminalContextKeys.processSupported, TerminalContextKeys.terminalHasBeenCreated),
+		TerminalChatContextKeys.requestActive.negate(),
+		TerminalChatContextKeys.agentRegistered,
+		TerminalChatContextKeys.responseContainsMultipleCodeBlocks
+	),
+	keybinding: {
+		when: TerminalChatContextKeys.requestActive.negate(),
+		weight: KeybindingWeight.WorkbenchContrib,
+		primary: KeyMod.Alt | KeyCode.Enter,
+	},
+	menu: {
+		id: MENU_TERMINAL_CHAT_WIDGET_STATUS,
+		group: '0_main',
+		order: 1,
+		when: ContextKeyExpr.and(TerminalChatContextKeys.responseContainsMultipleCodeBlocks, TerminalChatContextKeys.requestActive.negate())
 	},
 	run: (_xterm, _accessor, activeInstance) => {
 		if (isDetachedTerminalInstance(activeInstance)) {
diff --git a/src/vs/workbench/contrib/terminalContrib/chat/browser/terminalChatController.ts b/src/vs/workbench/contrib/terminalContrib/chat/browser/terminalChatController.ts
index 9393e976205..dbedd62df9f 100644
--- a/src/vs/workbench/contrib/terminalContrib/chat/browser/terminalChatController.ts
+++ b/src/vs/workbench/contrib/terminalContrib/chat/browser/terminalChatController.ts
@@ -63,6 +63,7 @@ export class TerminalChatController extends Disposable implements ITerminalContr
 	private readonly _requestActiveContextKey: IContextKey<boolean>;
 	private readonly _terminalAgentRegisteredContextKey: IContextKey<boolean>;
 	private readonly _responseContainsCodeBlockContextKey: IContextKey<boolean>;
+	private readonly _responseContainsMulitpleCodeBlocksContextKey: IContextKey<boolean>;
 	private readonly _responseSupportsIssueReportingContextKey: IContextKey<boolean>;
 	private readonly _sessionResponseVoteContextKey: IContextKey<string | undefined>;
 
@@ -103,6 +104,7 @@ export class TerminalChatController extends Disposable implements ITerminalContr
 		this._requestActiveContextKey = TerminalChatContextKeys.requestActive.bindTo(this._contextKeyService);
 		this._terminalAgentRegisteredContextKey = TerminalChatContextKeys.agentRegistered.bindTo(this._contextKeyService);
 		this._responseContainsCodeBlockContextKey = TerminalChatContextKeys.responseContainsCodeBlock.bindTo(this._contextKeyService);
+		this._responseContainsMulitpleCodeBlocksContextKey = TerminalChatContextKeys.responseContainsMultipleCodeBlocks.bindTo(this._contextKeyService);
 		this._responseSupportsIssueReportingContextKey = TerminalChatContextKeys.responseSupportsIssueReporting.bindTo(this._contextKeyService);
 		this._sessionResponseVoteContextKey = TerminalChatContextKeys.sessionResponseVote.bindTo(this._contextKeyService);
 
@@ -327,7 +329,10 @@ export class TerminalChatController extends Disposable implements ITerminalContr
 				this._chatAccessibilityService.acceptResponse(responseContent, accessibilityRequestId);
 				const containsCode = responseContent.includes('```');
 				this._chatWidget?.value.inlineChatWidget.updateChatMessage({ message: new MarkdownString(responseContent), requestId: this._currentRequest.id, providerId: 'terminal' }, false, containsCode);
-				this._responseContainsCodeBlockContextKey.set(containsCode);
+				const firstCodeBlock = await this.chatWidget?.inlineChatWidget.getCodeBlockInfo(0);
+				const secondCodeBlock = await this.chatWidget?.inlineChatWidget.getCodeBlockInfo(1);
+				this._responseContainsCodeBlockContextKey.set(!!firstCodeBlock);
+				this._responseContainsMulitpleCodeBlocksContextKey.set(!!secondCodeBlock);
 				this._chatWidget?.value.inlineChatWidget.updateToolbar(true);
 			}
 			const supportIssueReporting = this._currentRequest?.response?.agent?.metadata?.supportIssueReporting;