Trying to backup ipod all music files changed to undf. format. Now I can't see them on ipod or itunes

I am not very tech savy, so when my computer died I tried to backup music files from ipod. The "other" had grown gigantic, and it said to restore it. But I knew that I had to save the files first. New ITunes wouldn't find them, so I tried other software. Now the music files are still on the ipod, but I can't see them or play them! Tried playing with VLC media player, it says it can't play because they are now undf. format. I know I need to convert them to something, but I have no idea how. I don't understand tags and such, but I do believe there are programs to reformat files? Please help! Keep it simple, as I am in my 60's and not very sharp about such things.

How do I enable it for hard drive use?
My story goes thus:
Put movie on iPod hard drive to get it to my laptop (from desktop at home.)
Can watch movie on computer using iPod as an external hard drive. all good, but the iPod can't play it.
So I take the movie off the iPod and onto my Laptop, and use iTunes to put it onto the iPod.
Now the iPod will play the movie but if I go through "my computer" to the iPod, I can't see the files on there. what if I want to watch it at a friends house? Or on my own laptop. I don't want an iPod copy and a hard drive copy on my player, that halves the memory!
Is there some kind of softwre or setting I can use that lets me access the files on there for other use? I've got about 3gig of music on there so far, I know it's on there as it plays fine, but if I'm going to be jumping between 2 or 3 computers, I'd just like access to my files.
I don't want 2 or 3 copies of a movie, it takes up too much space.
Looks like I need
A: 1 copy on the hard drive to play through Itunes,
B: a Second on the iPod to play round a friends house (or on my own Laptop, negating the need for "A") as a hard drive file, and
C: a Final 3rd copy also on the iPod for it to play itself, which it hides from "My computer"
If I could just get access to "C" through My computer I wouldn't need the first two (it's not a sync problem like someone suggested)
Why have apple made this so impossible?
My last MP3 player, you just copy and pasted the file. It was more like portable hard drive/memory that could also play the MP3 files that were on it.

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