So GDB 6.3 doesn’t compile out of the box on a Mac for a couple of reasons – it assumes the localisation library ‘intl’ source is available as well and it has compilation problems with one of the ARM protocol interfaces. The code uses a #ifdef on __linux or CYGWIN to detect a Unix platform and goes to Windows otherwise.
Got GDB 6.0 with the rest of the tool chain from the GNU ARM project – http://www.gnuarm.com/. It connects into VisualBoy fine.
Next is to compare the startup files between devkitARM and DKA. I need a good debugger GUI but apparently Insight doesn’t work on the Mac. Eclipse time.