Earlier quoted context omitted.
Yes it’s usually worth it to try to write a really good first prompt
More than once I've found myself going down this 'little maze of twisty passages, all alike'. At some point I stop, collect up the chain of prompts in the conversation, and curate them into a net new prompt that should be a bit better. Usually I make better progress - at least for a while.
I can't wait until this is a solved problem because it does slow me down.