How to mask and add a stroke to an image.

In the version 26 is there a way within Premiere to apply a shape mask to an image and then add a stroke to it? (See the attached image) 

I have tried adding a mask to the image and then adding the stroke effect to the image with zero joy. I then tried to add the stroke effect to the image without a mask. Then had to google why it doesn’t show up on that either. Turns out you have to apply a Pre transform and re-scale it. Which is possibly the most unituitive way to go about out it. So then I tried to add the mask back in and bam, no stroke. 

I gave up and did it in Photoshop instead. But it would be good to see if someone knows how to do this seeminlgy rudimentary task within photoshop. 

Thanks