从源码手动编译 PHP 时出现如下错误：
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Undefined symbols for architecture x86_64:
"_PKCS5_PBKDF2_HMAC", referenced from:
_zif_openssl_pbkdf2 in openssl.o
"_TLSv1_1_client_method", referenced from:
_php_openssl_setup_crypto in xp_ssl.o
"_TLSv1_1_server_method", referenced from:
_php_openssl_setup_crypto in xp_ssl.o
"_TLSv1_2_client_method", referenced from:
_php_openssl_setup_crypto in xp_ssl.o
"_TLSv1_2_server_method", referenced from:
_php_openssl_setup_crypto in xp_ssl.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: *** [libs/libphp5.bundle] Error 1
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MakeFile 里面找到类似下面这一行：
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EXTRA_LIBS = -lresolv -lmcrypt -lltdl -liconv-lm -lxml2 -lcurl -lssl -lcrypto
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删除所有的 -lssl 和 -lcrypto 然后添加 libssl.dylib 和 libcrypto.dylib 的路径（如果你安装了 brew，那么则是 /usr/local/opt/openssl/lib/），重新运行 make 命令，done。
附上我修改后的 MakeFile EXTRA_LIBS 那一行：
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EXTRA_LIBS = -lz -lresolv -lmcrypt -lltdl -lstdc++ -liconv -liconv -lpng -lz -lcurl -lz -lm -lxml2 -lz -licucore -lm -lcurl -lxml2 -lz -licucore -lm -licui18n -licuuc -licudata -licuio -lxml2 -lz -licucore -lm -lxml2 -lz -licucore -lm -lxml2 -lz -licucore -lm -lxml2 -lz -licucore -lm /usr/local/opt/openssl/lib/libssl.dylib /usr/local/opt/openssl/lib/libcrypto.dylib
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The Makefile has a line with EXTRA_LIBS, something like:
EXTRA_LIBS = -lresolv -lmcrypt -lltdl -liconv-lm -lxml2 -lcurl -lssl -lcryptoRemove all occurrences of -lssl and -lcrypto and add the full path to libssl.dylib and libcrypto.dylib (brew links openssl to /usr/local/opt/openssl/lib/)
EXTRA_LIBS = -lresolv -lmcrypt /usr/local/opt/openssl/lib/libssl.dylib /usr/local/opt/openssl/lib/libcrypto.dylib -lltdl -liconv-lm -lxml2 -lcurlcompile php with openssl on mac osx error 填坑
原文：https://www.cnblogs.com/sunsky303/p/9090973.html