How can you get woocomemrce to give you multiple licensing options for a downloadable product?

You can use variations to set the different prices for the various licences, but that’s a lot of duplication as you’d need to enter the prices and attach the same download file to each variation manually. A better option would be to use the Product Addons plugin, which will allow you to attach any number of standard licence price upgrades (eg, Licence A +£0, Licence B +£50, Licence C +£100, etc)