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I just did the same thing on my '87 about a month ago. I pulled out the metal spring clip, undid the caliper bolts and then just pushed / pulled and wiggled it till it went through the hole. My hard line was under a little bit of tension but once you got it lined up it went through and I could push the caliper back out of the way. You may have to "man-handle" the hard line a little bit but it should fit right through... unless you have non-factory parts on there.
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'87 911 Carrera Coupe (go fast, small parts / small kids hauler)
'04 Toyota Land Cruiser (go slow, go anywhere, haul everything, the "AntiPrius")
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