IPod Classic 5th generation will not sync with new MacBook

I have had a 5th generation iPod classic that I have been super happy with. I have used it with several PC laptops. Because I have gone through so many PC's, I decdied this year to get a new MacBook Pro. Since my old PC was dying it took forever to get all my music and videos transferred to my new MacBook. Anyhow, I have had no luck syncing my iPod with my new MacBook. I have read several other posts (but mostly older like 2007-2010) that others have had similar problems. Here is a quick list of what I have done/what has happened:
Initially, I would get one of two messages:
'The ipod '(My Name) ipod' cannot be synced. An unknown error occurred (-124)'
- 'The ipod '(My Name) ipod' cannot be synced. The required folder cannot be found.'
Two times it told me I needed to use a USB 2.0 port (but I have a new MacBook and was using the newer 3.0 port). I haven't seen that message since.
It actually "transferred" over 4500 of my 7000 items (I have a ton of music that I use for my job) and then just stopped. When it was disconnected only about 200 songs were actually on my iPod.
I've restored it several times.
Seems to "freeze" on random songs or videos and will not continue to sync, even theough the iPod says it's syncing. Then iTunes freezes. I have to "force quit." Sometimes (but not all the time) if I try to re-open iTunes, I get a message that says iTunes is locked.
I thought maybe my cable was bad (it was the original that came with the iPod). I actually spent $20 and got a new one. No luck.
With the new cord iTunes now gets frozen on the 3rd or 4th song it is trying to transfer. Once I disconnect the iPod (I have to disconnect with ejecting because iTunes is frozen and it also freezes up Finder to eject) my iPod makes an awful click sound and I have to start it by toggling and then holding the play/pause button.
I have tried enabling disk, manually controlling music, etc. but nothing helps.
I am sick about it because I rely on my iPod a lot for my job-- and I can't afford a new one since I just bought a MacBook. I think it has something to do with the fact that I got this new MacBook. My old PC was getting so sensitive that I didn't download the latest version of iTunes (but I still had the second latest version).
Any help is appreciated.

Although you used the new USB 3.0 port, the actual connection speed is still USB2.0, as the iPod Dock connector, does not have the 10 times faster USB3.0 signal pins, the connection speed is still 480Mbits/s
I assumed that you have tried the other USB 2.0 port to no success..
Can you do the iPod Disk diagnostic as posted earlier by tt2, it wont fix your problem, but helps in troubleshooting.
Have a nice day!

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IPod Classic 5th generation will not sync with new MacBook

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