If Jeb grabbed Terry, saying the judges' rulings are unconstitutional, how would he go to jail?
He could state that the executive is a co-equal branch of government and thus has an equal opportunity to voice which laws are constitutional or not. In essence, as a co-equal partner in government, the executive can make arguments on which statutes are constitutional or not.
As such, it would be up to the legislature to impeach Jeb or not. If he were impeached, he would make his case before the legislation and the lawmakers would vote to remove him or not.
This scenario, I believe, is allowed under Florida law.
The order is there, its issued.. he would go to jail and probably win on appeal but he would still be in jail.