The advantage is that Anne is dead - so in 1500 Louis comes to terms with the Emperor and Philip - a match is proposed and accepted - Claude is betrothed to Charles and Louis marries Margaret of Austria - - there were plenty at the French court who wanted her match with Charles broken because she was her mother's heir to Brittany - I have no doubt over time it would be dropped and Claude married within the wider French royal family to ensure Brittany remains under the control of the French Crown.
Fair enough. I know this has come up before, but is there any reason that we suspect Queen Marguerite would be incapable of producing an heir? I can't recall reading in any English source (sorry I don't speak Spanish) that her stillborn daughter by her first husband was a traumatic birth (circumstances aside), simply that it was unfortunate that the child was stillborn. And the lack of a pregnancy by her second husband might've been simply that there wasn't enough time.
Which begs the question: WILL Margarethe remain childless (ie was she incapable of bearing a child?) or is it simply a sort of accepted fiction that she was barren and with a different husband things could be different?
PS: I recall reading in the TL The Glory of York, where Margarethe gets married to Charles VIII and then Richard, Duke of Gloucester she has five pregnancies. Two stillbirths/miscarriages and a live son by Charles (who dies in infancy like Charles Orland), plus a surviving daughter and a stillborn son by Ricbard.