i need help ...

i got Limewire Pro and Ipod, PC.
When i open LM Pro i can d/l music and it save to a folder on my Desktop.
When i open iTunes i see that there is a new playlist that Limwire Pro creates on my itunes.
All of those songs on the playlist are new songs that i D/L from LM Pro but i cannot save them to my ipod. Nor the playlist wont go on my Ipod .

my ipod settings are set on automatic
can anyone help thanks