The problem is you have too many icons on your desktop.
No, perhaps your PC's USB ports are damaged?
I was having similar problems with AS and with certain characters going to a USB 2.0 printer. When I recradled my Axim it would sometimes sync. My print jobs would work when sent at different qualities (draft, fine). Anyway, a new PCI USB card ($10 - $20) fixed all these problems.
Don't know if there is a USB device/service log for such errors....
Good luck.