I was just in a similar situation--here is what I did.
1. Updated from firmware 2.6 (this is the firmware my PSP came with) to 2.71.
2. Downgraded to 1.5.
3. Updated from 1.5 to Dark_AleX 3.10 OE-A.
Once 3.10 OE-A was installed I formatted my memory stick. In the root of the memory stick there is a folder called ISO. I just dropped a couple of .CSO files in there and it worked just fine.
If you don't want to update to 3.10 OE-A, I'm still pretty sure you can run .ISO and .CSO files--but I don't know how. All the research I did said that 3.10 OE-A has all the benefits of both 1.5 and all updates through 3.10. Most of those guides also recommended the update to 3.10 OE-A because it add a lot of functionality past 1.5.
I just followed the step-by-step instructions and everything worked just fine.