Ruby 2.6.0 installation fails on MacOS Mojave and Catalina both.

[marvindanig]

Here's the question on SO with logs pertaining to Mojave. The ones below pertain to MacOS Catalina:

rbenv install 2.6.5
Downloading openssl-1.1.1d.tar.gz...
-> https://dqw8nmjcqpjn7.cloudfront.net/1e3a91bc1f9dfce01af26026f856e064eab4c8ee0a8f457b5ae30b40b8b711f2
Installing openssl-1.1.1d...

BUILD FAILED (OS X 10.15.2 using ruby-build 20191225)

Inspect or clean up the working tree at /var/folders/l_/xgbzwc3j0xn_cb74550m71vr0000gn/T/ruby-build.20191226144551.46445.ELb9GY
Results logged to /var/folders/l_/xgbzwc3j0xn_cb74550m71vr0000gn/T/ruby-build.20191226144551.46445.log

Last 10 log lines:
      _s_server_main in s_server.o
  "_verify_stateless_cookie_callback", referenced from:
      _s_server_main in s_server.o
  "_wait_for_async", referenced from:
      _s_client_main in s_client.o
      _sv_body in s_server.o
ld: symbol(s) not found for architecture x86_64
clang: error: linker command failed with exit code 1 (use -v to see invocation)
make[1]: *** [apps/openssl] Error 1
make: *** [all] Error 2

Read somewhere that someone has pushed in C++ code on a plain C program somewhere. Don't know how much of that is true.

[marvindanig]

Here's the full error log as gist.

[marvindanig]

I noticed the same issue on another app of mine with ruby 2.5.1 and rails 5.2.0 as well. Has something to do with 32/64 bit machines and the gems that seem to pick the bug up are:

1. Typhoeus
2. Bootsnap
3. Saasc
4. Ethon.

I posted the issue on stack overflow.

[whoisjake]

Getting this trying to install 2.7.0 on macOS 10.14.6 (Mojave)...
Same build error, pretty exact build log as well.

[wadkar]

It looks like the issue is with building openssl, try installing openssl as suggested in the wiki:

$ brew install openssl libyaml libffi
$ export RUBY_CONFIGURE_OPTS="--with-openssl-dir=$(brew --prefix [email protected])"
$ rbenv install 2.6.5

Currently, ruby-build doesn't look for homebrew openssl so the above solution might work by explicitly telling it to do so.