I tried upgrading a VC one member at a time at one point and the VC would not form up with a software version mismatch. Unfortunately, I don't remember which version it was, other than I was running 9.5-something or 9.6-something and it was *not* a major (9 to 10) release upgrade.
Please test and report back!
That being said, for me, personally, upgrading one member at a time seems to offer little advantage over doing the whole VC at once, especially if the MC is fully provisioned. (which is why I haven't tried again.) But IMHO you should be able to do it, within reason.
-w