It looks like a gambit to force Markey to retire under pressure of a primary challenge. Such a primary if it were to happen would certainly be interesting, as Markey is to the Left of Kennedy on most issues, most specifically Marijuana and Climate Change.
Markey will need some good endorsements from folks like Senator Warren and other progressives to dampen down the possible Progressive support Kennedy may have. Meanwhile, Kennedy needs high profile Democrats to stay out, and let his geographic base and name do all the talking.
Its certainly uncallable at this point, but Id put my money on Markey.
Warren wouldn't endorse. They've both endorsed her for President and it would cause unnecessary dramatics.