Re: AXIsProcessTrustedWithOptions not prompting for permission

I haven't analyzed your code snippet and can't comment on it. But you should be aware that, when you run your application in debug mode in Xcode, the application that needs to have access authorized is Xcode itself, not your application. So it is Xcode should be added to the Accessibility list, and checking Xcode's checkbox should enable accessibility for Xcode while you debug your application. But yes, an alert should be presented asking for permission -- unless Xcode already has permission.

(adding comment to this old thread in case it saves someone else time finding the answer more easily):

It appears, in 10.13.3 at least, that applications which are using the app sandbox will not have the alert shown.  If you turn of app sandbox in the project entitlements then the alert is shown.

I filed a bug about this because the point of adding a system prompt to add the application to accessibility and of making this accessibility preference per-app instead of the prevous global setting prior to 10.9 was to make this all explicit and obvious to the user as a way to *increase* security of the system but making it so one has to *turn off* sandboxing in order to use this better approach defeats that since doing so *decreases* security for the user.

Furthermore, even if someone has a convincing argument as to why they need to disable this for sandboxed aps, there's still a bug: the AXIsProcessTrustedWithOptions call documentation (and header file) doesn't document this restriction which means developers waste a bunch of time trying to figure out why it's "broken".