diff --git a/src/vs/workbench/contrib/terminalContrib/chatAgentTools/browser/tools/monitoring/outputMonitor.ts b/src/vs/workbench/contrib/terminalContrib/chatAgentTools/browser/tools/monitoring/outputMonitor.ts
index 6971e62fe38..a22daf83ec4 100644
--- a/src/vs/workbench/contrib/terminalContrib/chatAgentTools/browser/tools/monitoring/outputMonitor.ts
+++ b/src/vs/workbench/contrib/terminalContrib/chatAgentTools/browser/tools/monitoring/outputMonitor.ts
@@ -393,7 +393,7 @@ export class OutputMonitor extends Disposable implements IOutputMonitor {
 		}
 		const lastFiveLines = execution.getOutput(this._lastPromptMarker).trimEnd().split('\n').slice(-5).join('\n');
 		const promptText =
-			`Analyze the following terminal output. If it contains a prompt requesting user input (such as a confirmation, selection, or yes/no question) and that prompt has NOT already been answered, extract the prompt text. The prompt may ask to choose from a set. If so, extract the possible options as a JSON object with keys 'prompt', 'options' (an array of strings or an object with option to description mappings), and 'freeFormInput': false. If no options are provided, and free form input is requested, for example: Password:, return the word freeFormInput. For example, if the options are "[Y] Yes  [A] Yes to All  [N] No  [L] No to All  [C] Cancel", the option to description mappings would be {"Y": "Yes", "A": "Yes to All", "N": "No", "L": "No to All", "C": "Cancel"}. If there is no such prompt, return null. If the option is ambiguous, like "any key", return null.
+			`Analyze the following terminal output. If it contains a prompt requesting user input (such as a confirmation, selection, or yes/no question) and that prompt has NOT already been answered, extract the prompt text. The prompt may ask to choose from a set. If so, extract the possible options as a JSON object with keys 'prompt', 'options' (an array of strings or an object with option to description mappings), and 'freeFormInput': false. If no options are provided, and free form input is requested, for example: Password:, return the word freeFormInput. For example, if the options are "[Y] Yes  [A] Yes to All  [N] No  [L] No to All  [C] Cancel", the option to description mappings would be {"Y": "Yes", "A": "Yes to All", "N": "No", "L": "No to All", "C": "Cancel"}. If there is no such prompt, return null. If the option is ambiguous or non-specific (like "any key" or "some key"), return null.
 			Examples:
 			1. Output: "Do you want to overwrite? (y/n)"
 				Response: {"prompt": "Do you want to overwrite?", "options": ["y", "n"], "freeFormInput": false}
@@ -413,6 +413,12 @@ export class OutputMonitor extends Disposable implements IOutputMonitor {
 			6. Output: "Continue [y/N]"
 				Response: {"prompt": "Continue", "options": ["y", "N"], "freeFormInput": false}
 
+			7. Output: "Press any key to close the terminal."
+				Response: null
+
+			8. Output: "Terminal will be reused by tasks, press any key to close it."
+				Response: null
+
 			Alternatively, the prompt may request free form input, for example:
 			1. Output: "Enter your username:"
 				Response: {"prompt": "Enter your username:", "freeFormInput": true, "options": []}
@@ -438,10 +444,25 @@ export class OutputMonitor extends Disposable implements IOutputMonitor {
 					if (this._lastPrompt === obj.prompt) {
 						return;
 					}
+					// Filter out non-specific options like "any key"
+					const NON_SPECIFIC_OPTIONS = new Set(['any key', 'some key', 'a key']);
+					const isNonSpecificOption = (option: string): boolean => {
+						const lowerOption = option.toLowerCase().trim();
+						return NON_SPECIFIC_OPTIONS.has(lowerOption);
+					};
 					if (Array.isArray(obj.options) && obj.options.every(isString)) {
-						return { prompt: obj.prompt, options: obj.options, detectedRequestForFreeFormInput: obj.freeFormInput };
+						const filteredOptions = obj.options.filter(opt => !isNonSpecificOption(opt));
+						if (filteredOptions.length === 0) {
+							return undefined;
+						}
+						return { prompt: obj.prompt, options: filteredOptions, detectedRequestForFreeFormInput: obj.freeFormInput };
 					} else if (isObject(obj.options) && Object.values(obj.options).every(isString)) {
-						return { prompt: obj.prompt, options: Object.keys(obj.options), descriptions: Object.values(obj.options), detectedRequestForFreeFormInput: obj.freeFormInput };
+						const keys = Object.keys(obj.options).filter(key => !isNonSpecificOption(key));
+						if (keys.length === 0) {
+							return undefined;
+						}
+						const descriptions = keys.map(key => (obj.options as Record<string, string>)[key]);
+						return { prompt: obj.prompt, options: keys, descriptions, detectedRequestForFreeFormInput: obj.freeFormInput };
 					}
 				}
 			}