Yes and yes. The analyticals do a pretty good job figuring out who can which pitcher well. I'd bet that, over a full season, that Monasterio will outhit Yoshida against lefties. TBH, there is a decent chance he will outhit Duran against lefties.
And Cora seemed bound to go L-R-L every game. I wouldn't go L-L-L, but past that, having a better hitter ahead of a worse hitter, probably works better.