Ready to plan my first permaculture area, How do I start?

I've been living on my land since February of this year. Since May I've been living out of a tent, getting to know, all the while making it livable and growing a variety of annuals. I have a 2.5 Ha chunk of young forest and I've decided upon a small, roughly 15x15 meter (~45x45 feet) chunk which I want to begin working intensively. I've attached photo(s) for reference. Furthermore, I've almost finished assembling an excel document full of plants and trees that can grow in my area with photos and I've divided them up into their growing layers.

Here is where I'm open to guidance. I'm thinking to select 5 plants from each layer and to start playing around on Illustrator or hand drawing a map of how I could arrange these cultivars into an interesting first landscape. I've made observations of this plot, certain trees will stay, others will go, otherwise it's not flat. I think I should measure out the exact dimensions, but I don't know the best way to do this, and I rarely have another person around that can help.

How do I go from this planning stage into the planting stage, what am I missing?

I'm hoping this coming winter I can find seeds, scions and saplings for the cultivars I select, however, since I've never done this before and all the resources I find focus on the long term Permaculture process instead of this intense planting part, I'm wandering in unfamiliar territory.

P.S. I wasn't sure if this belongs more in the polyculture section.

Be sure to install your water-harvesting earthworks (if needed) first of all, then, plant your support species.  This video gives good information: