Any tips for "Unable to restore iPod shuffle"?

I am trying to update an iPod Shuffle 2nd generation I haven't used in several years. I keep getting the error message saying "Unable to restore I Pod shuffle due to errors.......(long list of choices)

I unplugged it, repluged it, again I was asked if I wanted to update the software, I said yes, and I don't know what's happening now! This shuffle has hardly ever been used and I want to use it now when I bicycle...Any suggestions?