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After bug 462401, "Open With > Other... > External programs > Browse..." doesn't let me select a *.app any more. The problem is that the EditorSelectionDialog doesn't set proper file extensions.
Fixed with http://git.eclipse.org/c/platform/eclipse.platform.ui.git/commit/?id=c1bc014446e7d715c0b381b89fa28e194a8f5a6d