Welcome to the community !
We had a very similar thread recently, with a good tip from @fenrus:
In short: there is no built-in capability for “rest machining” in CC (=what you are describing), but there is a good way to emulate it by just doing an inside contour with the smaller endmill after the initial pocketing with the larger endmill, “as long as each next bit is at least half the diameter of the previous”