Do whatever trim details you want then run the siding to it. Make sure to flash so water does not get in.
It looks like you have a replacement window that has been put into an existing window frame. The top of the window is covered by an interior stop, but it looks like the interior stop on the sides of the window is missing. It's hard to tell from the pictures. So, as Krypton mentioned, you just need to cover the sides of the window with a stop, which is just a piece of wood that is big enough to cover that gap... usually about 1/2 thick, 1 1/4 wide. You won't be able to go to the store and find anything that's exactly that size- usually it takes a table saw to rip stock down to the right size.
Do yourself a favor. You have very basic molding and it will be easy to remove it and install minimally expanding foam (blue) behind where the boards are. I think you will find that is where your cold air is coming in. Replace the trim and install either quarter round or square stop molding as krypton said where the insulation is showing, but do it all around the window.
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