Failing to compile on MacOS

[cw-bbcoimbra]

Gem fails to install on M3 following the evidences:

$ uname -a
Darwin my_host_name 24.6.0 Darwin Kernel Version 24.6.0: Mon Jul 14 11:28:30 PDT 2025; root:xnu-11417.140.69~1/RELEASE_ARM64_T6030 arm64
$ ruby -v
ruby 3.3.4 (2024-07-09 revision be1089c8ec) [arm64-darwin24]
$ gem install tdes
Building native extensions. This could take a while...
ERROR:  Error installing tdes:
        ERROR: Failed to build gem native extension.

    current directory: /Users/user/.asdf/installs/ruby/3.3.4/lib/ruby/gems/3.3.0/gems/tdes-3.0.7/ext/tdes
/Users/user/.asdf/installs/ruby/3.3.4/bin/ruby extconf.rb
checking for -lssl... *** extconf.rb failed ***
Could not create Makefile due to some reason, probably lack of necessary
libraries and/or headers.  Check the mkmf.log file for more details.  You may
need configuration options.

and the mkmf.log:

$ cat mkmf.log
DYLD_LIBRARY_PATH=.:/Users/user/.asdf/installs/ruby/3.3.4/lib "clang -o conftest -I/Users/user/.asdf/installs/ruby/3.3.4/include/ruby-3.3.0/arm64-darwin24 -I/Users/user/.asdf/installs/ruby/3.3.4/include/ruby-3.3.0/ruby/backward -I/Users/user/.asdf/installs/ruby/3.3.4/include/ruby-3.3.0 -I. -D_XOPEN_SOURCE -D_DARWIN_C_SOURCE -D_DARWIN_UNLIMITED_SELECT -D_REENTRANT   -std=c99 conftest.c  -L. -L/Users/user/.asdf/installs/ruby/3.3.4/lib -l:libcrypto.a  -arch arm64   -lruby.3.3  -lpthread  "
ld: library ':libcrypto.a' not found
clang: error: linker command failed with exit code 1 (use -v to see invocation)
checked program was:
/* begin */
1: #include "ruby.h"
2:
3: int main(int argc, char **argv)
4: {
5:   return !!argv[argc];
6: }
/* end */

It was strange when I see ld: library ':libcrypto.a' not found, as it is present on my system.

After some tests I was able to compile and install the gem using the follow:

$ CFLAGS="-I /opt/homebrew/include" LDFLAGS="-L /opt/homebrew/lib -lcrypto" gem install tdes
Building native extensions. This could take a while...
Successfully installed tdes-3.0.7
Parsing documentation for tdes-3.0.7
Installing ri documentation for tdes-3.0.7
Done installing documentation for tdes after 0 seconds
1 gem installed