All gorgeous orchids!

Always add the pollen to the stronger parent. Whichever plant is larger and healthier should receive the pollen. The prismatocarpa x cucullata is a really interesting idea!

Ok,
but how would I collect the pollen from cucullata and pollinate prismatocarpa?

Check this out http://www.aos.org/Default.aspx?id=433

Thanks, I checked the article, it is not really that well / clearly written. maybe I will look up some videos on youtube...

This one is pretty good: https://www.youtube.com/watch?v=YqLMPaZqySQ