https://bugs.winehq.org/show_bug.cgi?id=39065
--- Comment #3 from Ken Thomases ken@codeweavers.com --- Is this plain Wine? Any hacks or local modifications?
What version of OS X? What version of Xcode and/or lldb?
What are you actually debugging? Show the invocation of that program and of lldb. Exactly what steps would one need to follow to reproduce this, in the simplest case?