Lots of people "have had the guts" to do most of the route you describe. However, you have a lot of research to do before even contemplating what you describe. The border between Algeria and Morocco has been closed for about 40 years; there is a war going on in Libya; and the border between Egypt and Libya has been closed to tourists for some time.
Most of the information you need can be found on this forum. You will need a Carnet de Passage for your friend's Ugandan registered vehicle and I don't know how easy this will be to obtain in Uganda. The Carnet de Passage is the vehicle's "passport" which means you will have to return the vehicle to Uganda or import it into Spain. I don't think Spain will allow you to import some old Ugandan vehicle into the country, but only you can find out this sort of information from the Spanish authorities. Egypt insists on a Carnet de Passage. You could ship out of Egypt to Europe which is, at the moment, the only way to get a vehicle into/out of Egypt.
Also look on the Africa Overland Network.
Good luck!
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