In a large bowl, toss apples, brown sugar, lemon juice, cinnamon and vanilla together. Set aside.
For the Crust:
In a large bowl, whisk together flour, brown sugar, salt and cinnamon. Stir in melted butter, until a crumbly dough forms. Press mixture into a 10-inch tart pan with a removable bottom, pressing until dough is smooth.
Before Baking:
Arrange sliced apples over crust. Sprinkle with 1 Tbsp. granulated sugar and dot top with 2 Tbsp. butter. Bake until crust is golden and apples are tender, about 1 hour.
Sift powdered sugar over top of tart. Let cool slightly before slicing and serving warm.