Yes, if iTunes is installed
You should probably restore it.
This is probably because you have run out of room on your ipod.
It should sync automatically, but if it doesn't remove your Ipod from the computer, close Itunes, and try again. If that doesn't work, re-connect your Ipod to the computer, and re-open Itunes. Then...
iPod Classics can play music, videos/Movies and hold pictures.