Gregg, I do beleive when Joe H says "deck" he is referring to the roof substrate which is commonly referred to as the roof deck by most roofers. I try not to use the words roof deck anymore when referring to the substrate since the lay person thinks about a patio type deck on a roof when the words "roof deck" are used.
It is ok to install OSB over spaced decking. I personally prefer CDX, but regardless of my personal prefrence, we do it several times a year on various projects.
The only reason I would consider appying the osb over the plank decking is if the planks were spaced, otherwise I don't see the point. If there is uneven-ness and wavy-ness in the roof substrate it could likely be due to a framing issue, not a sheathing issue. If it is a framing issue the application of the plywood will be a waste of time and money. What ever shape the existing roof has with wavy-ness or deflection the new plywood will follow.
If you choose to install the plywood or OSB over the decking, you want to ensure that your nails are long enough to penetrate through the decking and into the rafters. The plywood may not always line up rafter to rafter, which is in theory OK, as long as you have enough nails at the edge of the plywood sheet and into the planking. Assuming the planking is 3/4" actual (1" nominal) there should be sufficent holding power.
I would fasten my plywood with minimum 3" nails spaced 6" OC at all edges and rafters. I would leave a 1/8" gap at all sides of the plywood for expansion and contraction. We commonly use 1/2" 3 ply cdx for applications over existing roof boards.