Wow this is frustrating:
I am repeatedly getting this error message on both the Mac mini and the iMac when I try and update both of the 1G iPod Shuffles.
I have checked the Apple forums and there is nothing new there. I have restarted both the Mac and iTunes with just the Shuffle attached i.e. none of the other iPod’s, and I have even tried to restore them to their original settings and I still get this message!
The update for my wife’s iPod mini went through with no problems yesterday, which just makes this all the more puzzling and frustrating.