A real OS would know all the path dependencies for everything and warn you if the first option would break something.

I’d be interested to see a GUI without button widgets at all. Toy with the premise that an “OK” button is just another form of the rightly-scolded “apply now” antipattern (look, I used a buzzword). Why not make the three go-ahead options clickable? I only see two problems right off:

1. GUI-foolish developers will build verbiage around simple lists, thinking that everything needs to be knitted into a declarative sentence instead of left as a simple imperative fragment. You can see this on the web, where nerdy people who’ve heard “don’t link on ‘click here’” think they have to say “Additionally, the foo package is available for download on another page” when it could be “download foo”.
2. It’s safer to encourage people to at least run their eyes over all the options before comitting.

It might turn out that to make clickable things visually distinct, you’d just re-invent the button widget. If so, I’d at least like to see experiments with putting the clickable things (exit points, replies – whatever you want to call them) in the main text of the dialog.