How do I sync music onto 3 phones with different iclouds but one apple id and one laptop without any problems, each phone user wants different music???

I have recently uploaded some music onto my laptop from cds onto my itunes library. User 1 (B) is a regular user of itunes and has playlists on his iphone from cds. User 2 (c) wanted like a particular cd on his phone and it synced onto iphone ok from the itunes library, also has never used the laptop before to sync normally uses icloud.
User 1(b) later downloaded 5 cds onto itunes and wanted to sync onto iphone but now cannot get the sync to work, however when you ask what is actually on the phone those cds do feature via itunes but are shown in grey on the screen whereas all the other music on the phone is in black.
FACTs
I only have one laptop and one login on the laptop
All three phones have their own icloud
User 3(K) just uses icloud and doesn't use itunes on the laptop but occasionally buys tracks straight from itunes on her iphone
QUESTION
Does this mean only one user can login/sync to itunes?
What is the solution to this problem so that all 3 users will be able to log on to itunes with the same login on the laptop to sync cds onto iphones?
Would Home Sharing help?
Thanks

You are going to need to change the email address you use with your old ID. Once you have got access to your old account you will then log into both accounts at the same time on your Mac and transfer your data to a single account. We can do this later, but need you to get access to your old account first.
My Apple ID

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