Your opening post pretty well spells out your options. To be brief, IMO, there is no really easy way to take a 389 2BBL engine and plop a 8-71 blower on it and have a pump gas ready, reliable engine. On the other hand, fitting a BBC under the hood of a 66 full size Pontiac and having everything bolt up properly with AC and all the Pontiac accessories will be a challenge as well. Everything is just totally different. Don't know if it has any meaning to you or not, but your car with a BBC, will be almost completely ignored and shunned by the Pontiac faithful. Same as putting a Ford V-8 under the hood. One alternative you did not mention, was to possibly buy or trade for a 71 -74 400 Pontiac V-8 or a 71-76 Pontiac 455. That platform would give you low compression iron heads, compatible with the crap fuel we have and everything would bolt up and be OK for low boost application. A 66 389, even a 2bbl, may have some value to the owner of Tempest or full size from that era for a restoration. Something to think about. I just sold a 455 minus intake which would have been perfect for you with forged pistons for $1500.00. So that's about the typical cost here in the midwest. Good luck.
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