I purposefully used exactly the same thing I did with Claude and Gemini to see how the models dealt with ambiguity. It shouldn't have degraded the chain of thought to the point where it starts looping.
The trick shouldn't be to try and generate a litmus test for agentic development, it's to change your workflow to game-plan solutions and decompose problems (like you would a jira epic to stories), and THEN have it build something for you.