Some Music Items Not Copying from iMac to iPhone

Both devices are signed-in (iMac and iPhone 14), both are authorized, both are mine, and I bought the music on iTunes Music. Here is a sample of the message I am receiving: Some items, including “If You Don't Know Me By Now”, were not copied to the iPhone “EAM iPhone 14” because you are not authorized for them on this Mac. I cannot seem to get this repaired.