I just replaced my shocks and struts on my 93' 300E, and was no big deal. I did in fact "raise" one side at a time for the rear shocks. Then i would support the a-arm with a jack, as to keeping the spring compressed. And i had no problems getting to or loosening the bolts in the trunk. First side took maybe 45 minutes going slow, and being careful. Second side took maybe 30 minutes. Wrestling thr trunk liner can be a hassle.
I did Bilstein HD's on all 4 corners and love it. The ride is great, and overall handling is tighter, and feels great.
Bilstein HD Struts
16" E420 wheels