I got yesterday a new MacBookPro and I am having the same problem. However my situation is different: I need to update my PocketPOD's Flash Memory v 1. I did install the Line6 Monkey and Vyzex Pocket POD. In addition, I did all the steps to update the Flash Memory Version 1 in my PocketPOD and also I did check the connections, MIDI IN and MIDI OUT were properly working, which means all hardware was communicating each-other.
After mentioned the context situation above, the PocketPOD became blocked with LOADING UPDATE, on the screen, and another prompt on my laptop screen: which says:
Update FAILED
(CODE 8000900C) MIDI devise timed out waiting for a response
Make sure all the cables are still connected and try to update again
click OK.
Advise please,