The former gets my vote, though I'd probably pass on the bi-Tren and go with just one.
That’s a low dose of Winny, and Mast is only mildly toxic, so you look okay there.
As for the synergy, Hooker wrote of this very combo midway through the Mast Profile, and went on to mention Winny’s ability to reduce SHBG thus referring to the oral which has better binding properties.
Lastly, T3 would fit nicely here for both additional burning, and as prolac prevention for Tren's thyroidal suppression. But then I like Cytomel pretty much everywhere!
