David Mullen ASC
Moderator
I'd use an ND grad to help bring down the brighter object on its side of the frame. I'd expose so that the brighter object was near the clip point to get more detail in the darker object, but as for how much to let some highlights clip it just depends on how extreme the exposure difference is -- at some point, it may just be an unshootable range and something will have to give. HDRx may or may not be a good idea, you can try it both ways.