Welcome to the MacNN Forums!
First off, why use RealPlayer when iTunes is built to work with your iPod? As long as iTunes knows where the music is, it will load it into the iPod properly and it will work.
And please try to be a little more enlightening when you write the subject of a post. "Help" is just about useless, and most users just skip such threads. Something like "My iPod and RealPlayer Problems" would be much more useful.