Are the raised beds already established? In my experience I would say lay something permeable under them to allow moisture to percolate up, I have about a spit deep of wood under the one I have just finished, but I have seen people having good success with cardboard laid on grass as a foundation. Then pay attention to the sides, they want to be impermeable to stop drying out around the edges, that can happen with wood for example. I am on heavy clay here and I dug out, put the wood down, and then replaced the soil on top taking out all the clay and piling it up against the edges, the logic being that it will help keep temperature constant. I keep them about 4ft wide so I can reach everywhere without ever having to stand on them.
There is always some loss, don't try and save every plant, you really want only the strongest ones. Plants most like being stationary, least like being moved, only do it when necessary, like planting out. They also like time, there is little except weeding that will suffer from a bit of delay, weeds are easiest dealt with when they are tiny two leaf seedlings.
There are some good dwarfing stocks for cherries nowadays, Colt grows to about eight feet or so, m26 will give you a tree just over half that size, but is not wide spreading enough to give good anchorage in a windy position, if you replace remember cherries need a pollinator.
Welcome to the forum.